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A synthesis of camphene‐8‐ 14 C and toxaphene‐ 14 C
Author(s) -
Oliver James E.
Publication year - 1977
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580130308
Subject(s) - camphene , chemistry , phosphonium , methyllithium , methyl iodide , toxaphene , methylene , phosphonium salt , picrotoxin , iodide , aphidicolin , organic chemistry , medicinal chemistry , salt (chemistry) , chromatography , pesticide , biochemistry , receptor , essential oil , agronomy , antagonist , biology , enzyme , dna polymerase
An efficient one‐vessel synthesis of camphene‐8– 14 C was developed. Methyl‐ 14 C iodide was reacted with triphenylphosphine; treatment of the resulting phosphonium salt with methyllithium produced methylene[‐ 14 C]‐triphenylphosphorane, which was condensed with camphenilone to provide camphene‐8– 14 C. Chlorination of the latter compound produced toxaphene‐ 14 C, an important polychlorinated insecticide.